Question 13 (4.5 points)

Draw the Structure for each of the following names.

a. 1-chloro butane-2,3-dione

b. N,N- diethyl-2-bromo butanamide

c. Ethyl 2-ethyl-3- bromo hexanoate

1 answer

To draw the structures for the compounds you listed, let's break down each name systematically:

a. 1-chloro butane-2,3-dione

  1. Butane indicates a four-carbon chain (C1-C4).
  2. 2,3-dione indicates that there are two ketone groups at the second and third carbon.
  3. 1-chloro suggests a chlorine substituent on the first carbon.

The structure is as follows:

   O      O
    ||    ||
H3C-C-CH-CH3
    |      |
   Cl     H

This structure depicts 1-chloro butane-2,3-dione with a chlorine atom at position 1 and ketone groups at positions 2 and 3.

b. N,N-diethyl-2-bromo butanamide

  1. Butanamide indicates a four-carbon chain ending in an amide group (C=O and -NH2).
  2. The 2-bromo indicates a bromine substituent at the second carbon.
  3. N,N-diethyl suggests that there are two ethyl groups attached to the nitrogen of the amide.

The structure is as follows:

     O
     ||
H3C-C-CH-CH3
     |      |
    Br     NH
          /  \
        CH2   CH3
        |
       CH2
        |
       CH3

In this structure, bromine is on the second carbon, and there are two ethyl groups (C2H5) on the nitrogen of the amide.

c. Ethyl 2-ethyl-3-bromo hexanoate

  1. Hexanoate indicates a six-carbon chain (C1-C6).
  2. 2-ethyl indicates a substitution at the second carbon with an ethyl group.
  3. 3-bromo indicates a bromine substituent at the third carbon.
  4. Ethyl indicates an ethyl ester group.

The structure is as follows:

       O
       ||
H3C-CH-CH-CH2-CH2-COO-CH2-CH3
      |      |
     Br    CH2
           |
          CH3

This shows a six-carbon chain with an ethyl ester, an ethyl group at position 2, and a bromine substituent at position 3.

In summary, these are the respective structures based on the IUPAC names provided.